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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2012-09-11 17:35:43 UTC
Update Date2022-03-07 02:52:29 UTC
HMDB IDHMDB0030254
Secondary Accession Numbers
  • HMDB30254
Metabolite Identification
Common Name3-(3,4,5-Trimethoxyphenyl)propanoic acid
Description3-(3,4,5-Trimethoxyphenyl)propanoic acid, also known as 3,4,5-trimethoxydihydrocinnamic acid, belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Based on a literature review a small amount of articles have been published on 3-(3,4,5-Trimethoxyphenyl)propanoic acid.
Structure
Data?1563861960
Synonyms
ValueSource
3,4,5-Trimethoxyphenylpropionic acidChEBI
3-(3',4',5'-Trimethoxyphenyl)propionic acidChEBI
beta-(3,4,5-Trimethoxy phenyl)propionic acidChEBI
3,4,5-TrimethoxyphenylpropionateGenerator
3-(3',4',5'-Trimethoxyphenyl)propionateGenerator
b-(3,4,5-Trimethoxy phenyl)propionateGenerator
b-(3,4,5-Trimethoxy phenyl)propionic acidGenerator
beta-(3,4,5-Trimethoxy phenyl)propionateGenerator
Β-(3,4,5-trimethoxy phenyl)propionateGenerator
Β-(3,4,5-trimethoxy phenyl)propionic acidGenerator
3-(3,4,5-Trimethoxyphenyl)propanoateGenerator
3,4,5-Trimethoxy-benzenepropanoic acidHMDB
3,4,5-Trimethoxydihydrocinnamic acidHMDB
3,4,5-Trimethoxyhydrocinnamic acidHMDB
3-(3,4,5-Trimethoxyphenyl)propionic acidHMDB
beta -(3,4,5-Trimethoxy phenyl)propionic acidHMDB
3,4,5-TrimethoxydihydrocinnamateHMDB
3-(3,4,5-Trimethoxyphenyl)propanoic acidChEBI
Chemical FormulaC12H16O5
Average Molecular Weight240.2524
Monoisotopic Molecular Weight240.099773622
IUPAC Name3-(3,4,5-trimethoxyphenyl)propanoic acid
Traditional Name3-(3,4,5-trimethoxyphenyl)propanoic acid
CAS Registry Number25173-72-2
SMILES
COC1=CC(CCC(O)=O)=CC(OC)=C1OC
InChI Identifier
InChI=1S/C12H16O5/c1-15-9-6-8(4-5-11(13)14)7-10(16-2)12(9)17-3/h6-7H,4-5H2,1-3H3,(H,13,14)
InChI KeyZCYXGVJUZBKJAI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 3-phenylpropanoic-acid
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Organic oxygen compound
  • Organooxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point102 - 103 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1942 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.43 g/LALOGPS
logP1.75ALOGPS
logP1.58ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)3.87ChemAxon
pKa (Strongest Basic)-4.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area64.99 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity61.36 m³·mol⁻¹ChemAxon
Polarizability24.78 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+158.88631661259
DarkChem[M-H]-156.79631661259
DeepCCS[M+H]+153.5430932474
DeepCCS[M-H]-151.18230932474
DeepCCS[M-2H]-184.88830932474
DeepCCS[M+Na]+159.78730932474
AllCCS[M+H]+154.832859911
AllCCS[M+H-H2O]+151.132859911
AllCCS[M+NH4]+158.332859911
AllCCS[M+Na]+159.332859911
AllCCS[M-H]-156.032859911
AllCCS[M+Na-2H]-156.432859911
AllCCS[M+HCOO]-157.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-(3,4,5-Trimethoxyphenyl)propanoic acidCOC1=CC(CCC(O)=O)=CC(OC)=C1OC3293.4Standard polar33892256
3-(3,4,5-Trimethoxyphenyl)propanoic acidCOC1=CC(CCC(O)=O)=CC(OC)=C1OC1924.6Standard non polar33892256
3-(3,4,5-Trimethoxyphenyl)propanoic acidCOC1=CC(CCC(O)=O)=CC(OC)=C1OC1939.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-(3,4,5-Trimethoxyphenyl)propanoic acid,1TMS,isomer #1COC1=CC(CCC(=O)O[Si](C)(C)C)=CC(OC)=C1OC1956.3Semi standard non polar33892256
3-(3,4,5-Trimethoxyphenyl)propanoic acid,1TBDMS,isomer #1COC1=CC(CCC(=O)O[Si](C)(C)C(C)(C)C)=CC(OC)=C1OC2177.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-000x-1950000000-b83765763c2ed33155a32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid GC-MS (1 TMS) - 70eV, Positivesplash10-00dj-9460000000-a2f2c504e72be5ac24c02017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid , positive-QTOFsplash10-001i-0900000000-d7c93539b5daf080cc552017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid , positive-QTOFsplash10-001i-0900000000-c2fb48fff0b0078064362017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 10V, Positive-QTOFsplash10-006x-0190000000-f4de48616a76a54c64662016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 20V, Positive-QTOFsplash10-006w-1970000000-368b1ed727fe259cdea12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 40V, Positive-QTOFsplash10-01ta-3900000000-69474a39417ab939b7a32016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 10V, Negative-QTOFsplash10-000i-0190000000-3dd53354628c85c0b3782016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 20V, Negative-QTOFsplash10-000i-0690000000-fe0d7fe295fa933360082016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 40V, Negative-QTOFsplash10-0k96-2910000000-e20d1653d130986696aa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 10V, Positive-QTOFsplash10-00di-0190000000-fa45619bcbc8bf81b5752021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 20V, Positive-QTOFsplash10-007n-0960000000-df89290787b964a6f7bd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 40V, Positive-QTOFsplash10-0zfr-3900000000-86d44b9e293ff2f458902021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 10V, Negative-QTOFsplash10-000i-0090000000-371e7d2100a53fcdad392021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 20V, Negative-QTOFsplash10-08ia-1940000000-6154eede4722a9469d702021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-(3,4,5-Trimethoxyphenyl)propanoic acid 40V, Negative-QTOFsplash10-0550-5930000000-5bc0c874db4c3a3b4dab2021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.036 +/- 0.021 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.017 +/- 0.009 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.05 +/- 0.021 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.069 +/- 0.034 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.006 +/- 0.002 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.006 +/- 0.002 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.008 +/- 0.001 uMAdult (>18 years old)Male
Normal
details
BloodDetected and Quantified0.012 +/- 0.004 uMAdult (>18 years old)Male
Normal
details
UrineDetected and Quantified0.003 umol/mmol creatinineAdult (>18 years old)Male
Normal
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB002078
KNApSAcK IDC00058054
Chemspider ID58390
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound64860
PDB IDNot Available
ChEBI ID583580
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1185801
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .